My guess with the Olivia thing based on recent vague news is:
Best case scenario: Guy showed up at her door dressed in a suit with a box of chocolate, flowers, a $100 gift card to Applebee's, and two tickets to see a ballet show while. All while singing her favorite love song.
Worst case scenario: guy organized a bunch of creepy vtuber viewers to cosplay ugly bastard vtubers (like Eggch) and they threw a surprise party orgy, but two of them got gracolate all over the place because they were so excited, and had to go get a change of clothes, so when Olivia Monroe told everyone to leave, and that she doesn't do surprise sex parties they all left except for the two gracolate guys who left earlier, and came back in the early morning to get their gracolate clothes back, but Olivia told them she threw them away, and frankly she's really grossed out, and then they started crying, so pathetically that it gave her the ick to an extreme that would make even the devil find God.